In this post a problem similar to yours has been addressed, you can try to adapt it to your situation.
A USB device is treated as new when Workstation Pro does not have a remembered connection rule for the USB device. A connection rule is remembered when you select Remember my choice and do not ask again, and stays remembered until you configure Workstation Pro to forget the rule.
USB Auto connect to virtual machine
- USB devices can automatically connect to a powered on virtual machine when you configure Workstation 15 Pro to remember the connection rule. This is a Windows host only feature.