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Oct 22, 2015 12:03 PM in response to NikkeLooby Jason L,Hi there NikkeLoo,
Welcome to Apple Support Communities.
I can imagine that it would be frustrating not being able to sync music to your iPhone, but with a little more information I may be able to help you resolve the issue. Are you seeing an alert message in iTunes when the issue occurs?
The article below provides general information that will walk you through the process of syncing music to your iPhone using iTunes on your computer.
Sync your iPhone, iPad, and iPod with iTunes using USB - Apple Support
If you subscribed to Apple Music, you can use this article as a guide for adding music from the Apple Music catalog to your device.
Add music from the Apple Music catalog to your library - Apple Support
Cheers.
