One of the first artistic impressions of a computer (1984) on sale at Christies
songhaizeng.com
songhaizeng.com
For earlier examples, see Boris Artzybasheff's fanciful paintings and drawings from the 1950s and 60s [1]. His Apr 2, 1965 Time magazine cover has features and a pose remarkably similar to the Kieth Haring picture linked here, including the arms, the brain, and the tiny figures along the bottom margin.
1. https://www.google.com/search?q=Boris+Artzybasheff+computer&...
https://www.christies.com/lot/lot-keith-haring-untitled-6328...