Both these guys are immortal and use swords. I am not sure what type of immortality Raphael has but I will use what I have seen on the show, namely that he doesn't age and that he can heal any wound. I see this fight start with both trenchcoat clad swordsman circling each other with blades drawn. Duncan's sword fightin on his show is much better than what is seen on The Immortal. Duncan's martial arts/hand to hand skill is better than what is seen on The Immortla as well. Overall I think that Duncan is the better fighter. Duncan takes on guys who are his equal, and sometimes even guys who are supposed to be better than him all the time. Raphael takes on demons who are no better than him all the time, where is the challenge? Duncan would see that Raphael is immortal and cut off his head. Raphael will think Duncan is a demon and try to kill him like he does demons, which does nothing to Duncan. I know that is how I always make Duncan win but it works. The Original always wins anyway.
Winner: Duncan McCloud