iPhone 15 Plus stuck in “Preparing To Sync"

Just upgraded iPhone 15 Plus to iOS 17.2 and am unable to sync music from Mac Mini also just updated to Sonoma 14.2. Operation seems to stall out at Step 2 of 4 “Preparing to Sync”. No further progress even after 3 hours. Shut down iPhone and restarted, then tried sync using cable, then re-tried sync using Wi Fi without success. Any ideas?


[Re-Titled by Moderator]

iPhone 15 Plus

Posted on Dec 12, 2023 6:21 PM

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Question marked as Top-ranking reply

Posted on Dec 26, 2023 6:41 AM

Hello,


I have the problem since iOS17 (still with iPhone 13 Pro) and Watch OS 10 (Ultra2).


The change to the iPhone 15 Pro and a complete reinstallation of the iPhone did not bring any improvement. The strange thing was that the "fresh" iPhone (without any apps installed, no backup installed) could initially be synchronized just as easily as an iPhone SE, an iPhone SE3 and an iPad Pro 11 3rd. This actually made it clear that the problem could not be due to my computer configuration, especially since it also occurred on another notebook and with another Windows user. Nevertheless, I have gone through all these options together with Apple support.


When I had only installed my most essential apps on my iPhone and paired it again with my Ultra 2, the synchronization went wrong again. Out of sheer desperation, I tried to decouple my Ultra 2 again and, lo and behold, the synchronization ran completely smoothly and all data (including diagnostic data) was synchronized again. As soon as I had paired the Ultra 2 again, the same mishap. This morning, Apple support also confirmed to me that there is a problem that is being worked on in this context.


My workaround to the solution:


  1. Start iTunes on PC
  2. Connecti the iPhone
  3. Start synchronization and wait until the sync at step 2 "... prepare..." hangs
  4. Disconnect the usb cable to the iPhone and wait until the sync process in iTunes is finished.
  5. Reconnect iPhone (! Don't close iTunes in the meantime!)
  6. Start synchronization again, now it runs through without any problems


My explanation: After every restart of iTunes, iTunes apparently tries to load the diagnostic data onto the PC during the first sync operation of a device. This obviously does not work (for me) with paired Ultra 2. Therefore, the "killing" of the mdcrashreport tool in the task manager leads to the continuation of the sync. It seems as though access to the diagnostic data is blocked by pairing the Apple Watch. (Just a hypothesis)


Why do I prefer to disconnect the cable instead of using the task manager? When killing the tool in the task manager, the current sync continues to run, but the next sync runs back into the same problem because iTunes does not transfer the diagnostic data or the mdcrashreporttool does not register as performed. If, on the other hand, you pull the cable, iTunes seems to regard the mdcrashreporttool as performed and does not try to pull the diagnostic data from the iPhone again at the next sync. I.e. As long as I don't close iTunes, I can always sync my iPhone without any problems. If I close iTunes, the sh… starts all over again.


Which way you choose is, of course, a matter of taste. A fast solution would be very desirable.

497 replies

Jan 22, 2024 8:44 PM in response to Norman18

I have updated all my iOS to 10.3 on watch, iOS to 17.3 on phone 15 pro max, and iPads.and my MacBook air to Sonoma 14.3. I have for experiment added artwork, added a new song to my songs. My system is now properly updating without having to go to the crash tool. I was hesitant to post this, but now , can say it has resolved my syncing problem. Hopefully, we can see a whole bunch of you, having updated all your devices to the latest, see that the problem is resolved, just like for me. After updating all the latest , I rebooted my Studio Mac, my phone, my watch.

Jan 27, 2024 4:24 AM in response to xCowboy

yes forcing the quit is nice but how many average users understand how to use the kill? this is an effective solution but just a work around.

open a terminal window:


ps -ef | grep -i MDCrashReportTool | grep -v grep

501 53766 53717   0  7:21AM ??         0:00.07 /System/Library/PrivateFrameworks/MobileDevice.framework/Versions/Current/AppleMobileDeviceHelper.app/Contents/Resources/MDCrashReportTool --pipe 9 16


% kill -5 53766 ( your PID will be different)

%

Mar 14, 2024 8:20 AM in response to Norman18

I recently replaced my iPhone SE 2 with an iPhone 15 Pro. My SE that was having this problem was finally syncing on its own after all the latest updates, however my 15 Pro is having the "stuck in Preparing to Sync" issue. My cure is to unplug the phone while it is stuck and then immediately plug it back in then it goes right into a proper sync. I still have a HUGE Artwork issue as 95% of my 202gb of music has the incorrect artwork assigned to it. This has been going on since before the first of the year and one would think that the brain trust Apple would have fixed it by now, I do hope that they are working on it.

Jan 1, 2024 2:40 PM in response to Northern-Survivor

I do have an update:


I've reached out to Apple Support and sent them this thread. I asked if they're aware of the situation and if they are taking action to rectify it. For the record, this is kind of a long one, but they are very nice so 10/10 with customer service. Here is the condensed version:


AS: Just to be sure, your Music is not syncing between your iPhone and your MacBook, correct?


Me: Yes that’s correct.


AS: Thanks for confirming! I will be more than happy to help! Here is our plan, I will be asking some questions and be providing some steps, if they don't work we will continue with a call with my senior advisor, sounds good?


Me: Actually, if you could be so kind as to look at this Apple Forum thread: Stuck in “Preparing To Sync. This seems to be a major issue with many users. I would like to know if Apple is aware of this issue and if they are taking steps to correct it.


AS: Got it! I'm checking it, please allow me a second.


Me: Yes, of course. Please, take your time.


AS: Does it start working once you force quit the MD Crash report Tool?


Me: I haven’t tried it, as I’m not comfortable quitting a system process. However, some users state that they repeatedly plug and unplug their iPhone to get the MDTool to stop. I did try that method a while ago and it did work. People have found a few ways to get the MDTool to stop, but this isn’t a permanent solution.


AS: Thank you so much for letting us know! I will be adding this to my notes and submit it as a feedback for the next MacOS updates. If you want you can also submit this feedback to our web page Product Feedback - Apple. We have a team here at Apple, whose entire job is dedicated to reviewing this feedback, this feedback is escalated to our engineers team and they ad the patch in the security updates


Me: Okay, if you could please escalate this issue to the engineers, I would greatly appreciate it. As many of us would like to sync our music.


AS: Sure! I can see that this has been already reported so our engineers team is already working on a solution. I will add this case for their investigation. Just for documentation purposes, could you please confirm the MAcOS version running on your MacBook?


Me: MacBook: Sonoma 14.2.1, iPhone: 17.2.1, AppleWatch: 10.2 | I included the other devices as other users also seem to have issues syncing the Mac and have stated that the syncing works if they unpair their AppleWatch.


AS: Perfect! Thank you so much added it to the notes.


-----

As stated above, if these sorts of software issues are fixed through security patches, we may not have to wait for an update. As don't security patches get downloaded and are apart from MacOS updates?

Dec 16, 2023 1:12 PM in response to hitlength

hitlength wrote:

The absolute craziest bs thing is that MDCrash wasn't running in my Activity monitor when I started the process. Probably turned off from the last time I did this and synced my phone yesterday. Everything ran smoothly... the backup and whatnot. Then when the process got to "Preparing to sync" that's when MDCrashReport activated in the activity monitor.

There's nothing "crazy" or "BS" about what you're seeing; MDCrashReportTool is launched by the sync process to do just what is says it in the title--report details of a crash from Mobile Devices (that's what "MD" stands for). By definition, it's only run when you're doing a sync and the sync process wants to report something, so of course you'll never see it running other than when you start a sync.


The issue is that something in it isn't working, so while it launches, it hangs indefinitely instead of completing (or timing out), so the sync is stuck waiting for it to finish and never completes.


Like hundreds of other background processes, it's always been there launching in the background when you do a sync, it's just that it usually completes and closes itself in a brief moment, and you're not carefully watching for it, so you aren't aware of it.


This is why others here are debating renaming the file: If the sync process can't find it, it can't launch it, and it can't get stuck.

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iPhone 15 Plus stuck in “Preparing To Sync"

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