When I try to sync my iPhone 4s it no longer works. I have a bunch of songs that now show up on my iPhone with a red circle with a box inside of it and they won't play, yet I can find them and play them on my Mac. What do I do?

My iphone 4s will no longer sync music from my music library on my Macbook Pro. I also have a bunch of songs that now have a red circle with a box in it next to the song on my phone and those songs will not play. They are present in my itunes library and I can play them on my Mac but they will not play on my iphone. I have tried unchecking all the music and applying those changes and syncing and it does nothing. All the same music remains on my phone, unchanged. Help! What do I do? I have read to uninstall iTunes and reinstall it but will I lose all my music?

Hello Courtney,
Thank you for the details of the issue you are experiencing when syncing your music to your iPhone. It sounds like iTunes is not able to locate the original file for the song to transfer it to your device. I recommend reviewing the following articles to locate you music files on your computer:
iTunes: Finding lost media and downloads
http://support.apple.com/kb/ts1408
Where are my iTunes files located?
http://support.apple.com/kb/ht1391
Thank you for using Apple Support Communities.
Best,
Sheila M.

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