The heading gives two reasons the 1Password SSH Agent or CLI approval prompt may not appear. The first is inside 1Password: Settings > Advanced > Use Hardware Acceleration must be on. The manual says this needs a reboot before it works.
Manual heading: Why isn't my 1Password authorization prompts for 1Password SSH Agent / CLI appearing?
Turn on 1Password hardware acceleration
The manual says the rich 1Password approval prompt needs Settings > Advanced > Use Hardware Acceleration, then a reboot.