Today's "DUH! I'M AN IDIOT!" award goes to...me. Yay, I won something.
I get it for not putting the /* on the end of the path I was trying to publish with ISA. The /extranet.aspx links should now work. The funny thing is I forgot it despite there being other paths published in the same rule that correctly had the /* at the end. So, basically, if I had just like, looked at the screen maybe, I should have seen the problem immediately.