Large library - can't synch. What gives?

My iTunes music library is way too large for my iPod classic, and I haven't synched for quite a while. I just updated to the most recent Itunes.
There used to be a "do you want iTunes to select the songs for your iPod" option, after it told me my library was too large. Now all I get is the "can't synch/your library is too large" message, and when I click OK, nothing else happens. [the synch options for movies, TV etc are unchecked, and I am desperately trying to avoid picking songs, playlists manually]
Is the "iTunes can create a playlist for your iPod" still available? and if so why can't I access it?
I considered restoring the ipod to factory settings, but I am afraid i could end up with an empty ipod, and no way to add music.
thanks

When your iPod is connected, go to the ipod's screen, music, and then select "selected playlists..." instead of "sync all music". Then create a playlist with the music you select that will fit on your iPod.

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