No, it is not possible.
While rolling for a prey, all currently selected monsters are off the random choice. That has some interesting consequences - but that also means that it is not possible to roll the two preys on the same monster.
That also means when you are looking for a particular monster, it is better to keep your other prey slots on the "choose one of 9" phase. If you happen to have 3 prey slots, that means during selecting monsters for your freshly roll there are 18 less monsters to choose from - increasing your chances to get a monster you want.