Why Won't All My Songs Sync?

Apr 1, 2010
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Your Mac's Specs
MacBook Pro on OS X Mavericks
I made a playlist in iTunes and all the files in the playlist window are there and play properly. However, when I sync them to my phone, some of the tracks are missing. I don't understand why they won't all appear on my phone as they are on my computer. This entire playlist used to sync fine to my phone, and now, all of a sudden, it's not. I just don't understand what happened.

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