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MacOS High Sierra To iOS 13 Sync Problem - Updating MacOS not an option

I am running on Mac OS High Sierra 10.13.6 on iTunes 12.8.3.1 and on iOS 13.2.3 and I used to be able to sync my iPhone easily to iTunes. Lately, I have not be able to anymore. Updating my Mac OS in not an option for me because of the compatibility of my paid softwares. "do you want to allow this computer to access information on iphone" keeps popping up repeatedly and the "Trust this device" does not pop up on my phone. Any help to resolve this would be greatly appreciated. Thank you

MacBook Air 13″, macOS 10.13

Posted on Aug 18, 2021 9:09 AM

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Aug 19, 2021 8:11 AM in response to MacOSHighSierraToiOS13

Hi MacOSHighSierraToiOS13,


Welcome to the Apple Support Communities!


We understand that you're unable to sync your iPhone and your Mac. Have you connected your iPhone to your Mac to sync successfully before?

When you see the alert asking you if you'd like to allow this computer to access the information on your iPhone, are you able to choose "Allow"?

This is also a great resource to help you to troubleshoot your iPhone and Mac connection: If you see an error in Finder or iTunes on your computer


Are you able to connect your iPhone and sync with your Mac in a new user account? To create a new user account, you can go to the Apple menu  > System Preferences, then click Users & Groups.

Click the lock icon, then enter an administrator name and password.

Click the add button (+) below the list of users.

Complete the fields shown for an Administrator account, then click Create Account (or OK).

Once you’ve created the new account, go to the Apple menu  > Log Out, then log in with the new account and connect your iPhone again.


Let us know if this helps.


Cheers!

MacOS High Sierra To iOS 13 Sync Problem - Updating MacOS not an option

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