I'm afraid it won't happen. Original store recently finished sales of v1 cases. They sold it about ~$50 less than v2. ~$260 if i remember right. So they already got rid of v1 cases. My link to shop on Wiki is non-functional already. So, now you can buy v1 cases only from distributors. Once they clear the stock, it will gone forever! There is a chance to find it cheaper as used one on eBay.
Actually just single bare 1080p panel used in PiTop costs ~$75. So, having total cost as sub-$100 is unrealistic. Especially it's not really mass product. The biggest cost comes from case itself. Plastic cases are very expensive.