Missing Playlist in iTunes when trying to sync iPod nano

I have a playlist called new tunes, it's my most recent songs added to iTunes. For some reason when I plug in my iPod nano I don't have this playlist available to sync to my iPod, it's not in the list of playlists available to sync to the iPod nano. I see all the other playlists available but not this one.
So What I tried next is to make a second playlist that mirrors the first and this playlist doesn't show up in the iPod selection either. What gives? I would love to have this playlist available for my iPod but I don't know how to get it on there

See:
iTunes cannot sync... apps not determined installed on...: Apple Support Communities
installed apps could not be determined...: Apple Support Communities

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