Not all playlist songs not syncing

Im having an issue where once my iPhone sync'd fine but now its not displaying massive amounts of songs out.
For example, I could have a playlist of say 20 songs but on my iPhone it will only display 10 (not necessarily 10 consecutive songs either)
The weird part though is that in iTunes it says that all the songs have gone on fine, and a spotlight search does bring up the missing song(s).
Anyone have experience with this issue?

I have the iPhone 4, and I have the same issue. I try and sync a playlist that I made on my phone, or even created in iTunes, but only about half of it syncs. If the playlist has 78 songs, only about 47 sync. Even as soon as I edit it, the sync process erases all of the changes I made

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    iTunes not syncing selected playlists, choosing songs from all playlists
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    I thought I was doing something wrong as syncing iTunes with an iPhone was never a problem. However after upgrading to iTunes 11.0 on one of 5 Apple computers, we now are experincing the same problems as reported above. Playlists in iTunes 11.0 on an Apple iMac running OS 10.7.5 are not syncing over to an iPhone 4 running iOS 6.0.1.Even though specific playlist that have been checked to be transferred, they are not migrating over to the iPhone. We have not tried syncing to any of the iPods yet but I think the same issue may occur.
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