Itunes only syncs PART of my library to the iPhone

I made some modifications to my iTunes library a few weeks ago, and only recently noticed that my iPhone suddenly has NO music.
iTunes looks completely normal; all my music is there, all playlists, etc. When I go to sync just a few playlists to the iPhone, it says it's complete but there is nothing on the phone. If I sync ALL music and playlists, it syncs about 10 items out of the entire library (250 Mb out of 10Gb). If I add a new song to the library today, it gets included in the sync.
So it looks like the iPhone and iTunes are not agreeing on what playlists out of my library need to be synced somehow. If I delete a song from the library and add it again, now it will sync as part of the all-music-and-playlists sync. I can't afford to delete everything and add it again just to clean this up!
Something to do with file timestamps or the iTunes XML file? Database messed up?
I'd appreciate any help from anyone; thanks.
Mike

The list is only 5.6GB, I still should have 7 GB more of free space. 
When the sync starts, the Audio portion fills to the 5.6GB, then after the sync, it drops back down to 2GB. 
The whole playlist is visible on my iPhone in iTunes, but the other 500 odd songs are all grayed out. 

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