If so, when?
It would be possible since there has passed all the tests of time. It wouldn't be too hard for it to reach that value since we all know the potential of ethereum. It is just hard to predict when but at least, we have the positive mind towards it and we should hold more for now.
I am an optimist but I am also a realist. Thus, I will give you the following answer: Ethereum will reach a thousand, but we will need to be strong enough to wait for it 1-2 year at least.