How do I load a playlist onto my 4th gen shuffle using itunes 11?

Question

I have a 4th generation shuffle, and just installed itunes 11.
It's ludicrous that the shuffle doesn't allow you to reorder your music (or in my case audiobooks) manually, or even to resort by album/disc/track #. 
Even so, at least in iTunes 10 you could easily load a playlist onto it. 
WIth the new iTunes, that process has become less obvious.
Is there a way to load a playlist onto the 4th generation shuffle using iTunes 11?  Alternatively, is there a way to reorder the music on the shuffle manually or by sorting in iTunes?  Is there some other trick to be able to list to my audiobook in order without renaming the 500 tracks it's divided into?
Note to Apple: This really shouldn't be that hard.  

Answer 1

The "easiest" way to do this is to enable voiceover & sync your ipod to whichever playlist you want.  When it's syncd, go to the summary tab & check Manually manage music, then apply & sync.  After ejecting the ipod, turn it on.  The songs will still be out of order, but press & hold the voiceover button.  First it'll say "all music", then when it says the name of your playlist, release the voiceover button & press play.  The songs should be in the order you want them to be.