Auto-fill iPhone with Party Shuffle?

I have a 160GB+ music library on my computer.
I would LOVE it if there was some way to tell iTunes, every time I plug in my phone to sync it, for it to fill the phone with random music selections (i.e. Party Shuffle). Or maybe fill x MB or x GB worth of the phone with random music selections. Is there some way to do this via AppleScript?
I love Party Shuffle at home -- it is the jewel of iTunes for me -- because I've discovered so much music unexpectedly through it -- and I'd love to have it on my phone too.

You're welcome.
1) How do I tell iTunes to transfer the songs in that playlist to the iPhone, on command?
There is no on command for this. Under the Music tab for your iPhone sync preferences, choose Selected Playlists and any Playlists that you have available should be available in the window below, including any Smart Playlists. Select the Smart Playlist you created followed by a sync.
2) How do I tell iTunes to refresh that playlist and choose a fresh 100 songs, on command?
I don't believe there is any on command for this either, but there are all sorts of options with multiple combinations available for each Smart Playlist, and you can create multiple Smart Playlists.

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Auto-fill iPhone with Party Shuffle?

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