My songs are on the playlist in my itunes folder but wont sync manually 2 ipod

I have almost 200 songs in one of my folders in itunes.  It won't auto sync to my ipod, and when I manually try to  sync, it just transfers 1 song.  Why?

More info.  On the ipod touch I browsed by album.  I see all albums have an artist name under them except this one album.  That's why it's not showing when I search by artist.
But, if I do a search by artist, it shows up.  But if I browse to this artist, it's not there.  The song is in the playlist as it should be, but not for the artist.  In itunes, this song/album show correctly as far as I can tell.

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