Music in iTunes not transferring to iPod

The music in my iTunes library isn't transferring to my iPod. The smart playlist titles are on my iPod, but the music itself isn't going over there. How so I tansfer it over manually since the automatic iTunes-to-iPod updates aren't doing it?
Thanks for any help.

I just went through and tried both updating and authorizing my computer to play the music. I have the most recent version, and even after authorizing my computer nothing has changed.
If this helps, even on the iTunes screen, while the music files show up in the iTunes part of the library, the smart lists are empty of the same music files under the iPod listing.
Thanks for the help, perhaps you can provide more?

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