In the case of the iPod, the market had already accepted the idea of MP3 players. It was something they wanted, so Apple making a newer, better version had a chance to be successful, even if it was more expensive.
In the case of the iPhone, the smartphone market didn't exist so it was untested. It was a bigger risk, but the upside was huge.
In the vase of VR,
the market has already rejected it. Nobody wants this in significant enough numbers to be viable in the marketplace. Nobody wants to do VR work meetings, they don't even like turning their camera on in Zoom meetings. They're happy to try VR games at their techie friends' houses for 20 minutes but the vast majority of people aren't interested.
Doing something that works but making it better and more expensive?
Doing something new, even if it's expensive?
Doing something that people already hate, but making it more expensive?