Why did god allow people to be born after the fall ?

[possibletarian]

It seems implicit in your question 1 that God was surprised by the fall.

Not at all, but that raises an even more serious question, why did he do it at all in that case, knowing his creation was going to be subject to untold suffering ?

He was not. His purpose did not change because he always knew it would happen.

Then what was his purpose ?
How do you know?
And where in the bible does god say he knew ?

Why in the world do you imagine that "starting over" would produce different results?

If sin and therefore untold suffering and evil is inevitable then what's the point of judging on the basis of  free will or choice ?

Without perfect knowledge, free will will always result in sin eventually.

How could you possibly know that ?
Is there such a thing as free will ?

Regarding question 2, souls don't exist until conception.

Then as i ask, why not stop reproduction and let the ones who sinned die out? god seemed to do the opposite.

I think you think you have answered the question I asked, but you have not.