The upgrade operation is possible only on Windows based computer. First of all when you connect Smarty to the computer you don't need to press any key on Smarty, you will use only the computer keyboard or mouse.
Only the first time you have to download and install:
Extract the .SMT file from the Zip file you downloaded.
Run SmartyUSB.exe program clicking on its icon.
Press the "Send" button and select the extracted update file. If this fails because of no FTD2xx driver available, then you must go back to the CDM 2.00 folder and click on the ftdibus.cat file, which will prompt extracting the .inf driver file (actually all files - click okay). After that, unplug and plug in Smarty again, follow the USB driver instructions and point to the CDM 2.00 folder. The installation utility will find the driver .inf files and complete the driver installation. Now you can click on the SmartyUSB icon.