Mix 1 teaspoon of brown sugar with the vanilla extract and cinnamon. Slice banana into 1/4 inch slices and toss with brown sugar mixture.
Place slices on a parchment-lined baking sheet and broil on high until banana is golden and sugar has started to caramelize, about 1 minute. Remove from heat.
Add yogurt, half the broiled banana, and the remaining teaspoon of brown sugar to a blender or food processor and puree until smooth, about 1 minute.
Pour mixture into a bowl and top with the remaining broiled banana, cashews, and coconut.