A 16-bit space is not at all simplified, it's far more complex. Because of that, it is a terrible choice. It's a much more difficult memory model to learn in. In a flat 32-bit address space, a pointer is a pointer and it just works. It's much easier to conceptualize and learn on. Have you ever programmed for a bank switched memory computer? It's a nightmare. It's extra mental gymnastics pushed on the developer that have been irrelevant for a long time.

I don't think your example is a valid comparison. It's more like do you think all teenagers need to learn to drive a horse driven carriage before they learn on a modern car?