This teen, if he is showing this kind of behavior at this age is either socially retarded or he might have some other problem. The "pestering her to get a reaction" should be long discarded by the mid-teens in a normally developed child.
But then I could be completely off base as far as his motives. He might be jealous that she is smarter, better looking or more popular then he is.
That it seems to be directed at her rather then the rest of the Jewish student body seems to indicate it may be a personal problem of some sort.