Add chopped pineapple to a pan along with 1 cup water. When it is almost done add 1/2 cup sugar. When the sugar is melted remove from fire. Let it cool. Take 1/2 cup milk from 1/2 litre & keep it aside. Boil the rest of the milk.Add 5 tablespoon sugar to this & stir well. Add custard powder to the 1/2 cup milk which is kept aside & mix well without any lumps.When the milk is boiled add custard mix & stir well on low fire for 5 minutes.Let it boil. Remove from fire & cool it. Add vanilla essence to this & stir.When it is cooled add whipping cream to the custard & mix well.Add Jam to a pan & add 3 tablespoon water & boil it to make a syrup.
Spread cake pieces in the pudding dish as the first layer.Pour jam syrup over all cake pieces. Spread the pineapple along with the syrup over this. Add custard to the fruit layer. Make one more cake layer & repeat the same. Decorate with pineapple & cherry pieces. Refrigerate for 4 hours.