I think it is not feasible.
2nd and 3rd steps are possible . but the first step is seems to be impossible(may be possible in very very very drastic conditions) because
1. NR3+ is not a good leaving group.
2. You are trying to donate electron cloud from an alkene which is a very bad base , or say you are donating electron from a sp2 carbon . as you are making a charged specie from a non-polar specie .