2 prong alternator with original wiring?

so which of the 2 fields would i run the wire to?

Doesn't make any difference, connect to one and ground the other.

But if you are going to go through the bother of upgrading the rest of the wiring so you can use this alternator why no upgrade to the 70+ style regulator? If you do that then you connect the green wire from the regulator to one filed connection and switched 12 volts to the other.