First a matter of terminology: the circumference of the apparent disk of the moon is called the moon's limb (as opposed to the terminator, which is the boundary where the sunlit portion is divided from the portion of the moon in its own shadow--nighttime on the moon). Physically of course the terminator is a great circle dividing the closer hemisphere from the farther hemisphere of what is a spherical moon.

If an appropriately dressed (in a spacesuit) person were standing on any point on that great circle at the edge of visibility from earth, the super-powerful telescope would see him/her from the side/front/back rather than from directly overhead. 

Only if the person were standing dead center at what appears to be the "disk" of the moon would that person be seen from directly overhead. Everywhere else on the moon, the person would be seen at varying angles relative to the horizontal or vertical. Say the person were standing on the Sea of Crises, which is nearer to the limb that to the center of the apparent lunar disk; the view would be almost directly side-on, but something similar to being viewed by a taller person looking somewhat down toward the viewee.