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I have already done that... I've been trying for about at least two hours already but STILL... That one monster just doesn't want to show it's face.
As long as you kill all the required enemies in Snowdin before fighting Papyrus you are fine.
When grinding enemies stay in the same room, and make sure it's a room monsters actually spawn in (the gauntlet of deadly terror bridge will be a good place to grind in Snowdin). The spawn rate decreases as you kill more monsters so it takes longer for encounters to show up. So DON'T keep changing rooms or you'll reset the spawn wait time.
I'm actullay having the same problem. The save point says "one left" but I can find that one monster!
Like Spooky said, "that comdian" is Sans. It is possible that they (Chara and Sans) have met before when Chara was alive.
The thing is, I'm at one moster left, and I haven't killed Greater Dog. Should I do this, or wait till I find the last random encounter?