Okay, if two species "evolve" on different sides of a mountain range,
eventually they will meet one another, and at that time, which ever one has advanced the most will dominate for resources and supremecy
Maybe that will happen.
It may also be that one side of the mountain was dryer and one wetter. Where they meet may have both enviroments side by side and the "dry" species will predominate in the dry areas and the "wet" in the others.
Perhaps while evolving separately one has picked up on an insect common on one side and not on the other. By the time they meet they may co exist without direct competition.
Or as noted above they may. In which case one may intrude on the other.
What would happen if different events had taken place in the past is an interesting question. Gould suggested that with some many contingencies occuring the type of things that would evolve the next time would not be just like the ones that did last time.
That is almost certainly true. However, the many instances of convergent evolution show that many things would be like what exists now. Eyes have evolved separately a bunch of times (like maybe 40). The necessity for streamlining would ensure that there would be fish shaped things in the seas even if they would not be the fishes we see.
However, somethings may not happen a second time around. Intelligence has been suggested as one of them. We don't know.
What if monkies {sic}had learned how to weild spears and axes?
Well, using the word "monkies" very very losely I would have to say they did. And you're right they are much, more numerous than their cousins who didn't.