Some time ago I probably came across the same problem.
The point is that when the system is started for the first time (exactly according to the instructions in the manual), boot messages and then a login will be displayed on the terminal connected to the so-called diagnostic serial port (recommended PuTTY with USB adapter). User can log in (user = orangepi or root, pw = orangepi) and according to the instructions, run the “orange-config” tool, configure wifi and enable ssh server.
This all works, but once you halt or shutdown system, or just unplug the power, the system will no longer activate the diagnostic port for login. The next time you try to boot, all boot messages are displayed on the terminal, but the user can no longer log in. According to the manual, it should be possible over WiFi using ssh, but perhaps no one is able to understand method of getting IP address described in the manual.
Fortunately, I found a simple solution on the Orange Pi forum for the 2G IOT board.
As soon as you log in for the first time (i.e. while the terminal is communicating with you) you must remove the “alza” sound support package using command:
sudo apt-get purge alsa-utils
If yo do it, system will communicate with you via the diagnostic console on all subsequent boots.
Explanation? Do not ask me …
As for "PL2303HXA Phased out since 2013”, see
https://granasat.ugr.es/2017/10/prolific-usb-to-serial-fix-official-solution-to-code-10-error/
Best solution is to buy just FT232 based adapters …