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Helpful answers
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Nov 22, 2014 9:15 AM in response to Shivpattyby Wout3r.,My problem was exactly the same as yours (I have 1289 songs, almost the same amount, pretty scary) and I fixed it too. I just unchecked "Entire Music Library", synced, checked it again and synced again. That's kind of what you did, so thanks!
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Jun 9, 2015 2:36 AM in response to pushc6by tejas51,Thanks pushc6
This has worked for me iOS 8.1.3 and Itunes 11.3, Thanks a lot !!! I Had spent almost 3 days doing reinstall iTunes, downgrade iTunes, Reset iPhone... but finally music and movies and on my phone after hit sync.
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Jul 10, 2015 8:30 PM in response to YoshiCookieby RawrIshAmai,I had the same problem, when i updated my iPhone 5c and the new iTunes on my computer. What I did, was turn off the icloud music library, on my phone and then it synced my music successfully.
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Feb 3, 2016 12:07 AM in response to YoshiCookieby rubymountainmike,just figured out what was going on. in the new update if you go into music and have icloud music turned on it will not sync.