This one is guaranteed to be a Pulitzer, either for fiction or drama.
The 3 options for book 4, following Middlesex, were as follows:
1,2 = North = Empire Falls by Richard Russo, Pulitzer Prize 2002
3,4 = East = Anna in the Tropics by Nilo Cruz, Pulitzer Prize for Drama 2003
5,6 = South = The Known World by Edward P. Jones, Pulitzer Prize 2004
I rolled a 4, so I will be reading Anna in the Tropics.