I created a new playlist and added tunes to another.  When I synched my ipod showed the new playlist heading but 0 songs, although it correctly received the new songs on the updated playlist.  Tried to synch several times with the same result.

I created a new playlist and added some songs to another existing one.  When I synched with my PC, it loaded the new playlist heading but 0 songs, but did add the new songs to the existing playlist.  Repeated the process several times without success.

This earlier post may help.
https://discussions.apple.com/message/10859194#10859194
For me,  (long winded way) I drag the playlist from the bottom tree to the iPod branch.
Then select iPod.
Click the music tab on the right window.
click sync tick music
go down to the playlist section and tick the playlist.
Apply.
Good Luck.

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