Is it possible? Yes. Is it practical? Well, that's a different story. You can launch wish83.exe excutable using
System Exec. To focus on the Console window that the executable creates where you enter the text you can use Windows API functions. There's a libwin32 library available in the NI Knowledgebase that is a library of wrapper around a bunch of Windows API calls. Some of these functions allow you to focus on windows and bring certain windows to the front. However, since you also want to be able to control menus and select menu items I would recommend using a macro utility that is specifically suited for this. There are many out there.
AutoIt is one that I've used before, and if you really wanted to you can call AutoIt scripts and/or operations from LabVIEW using its ActiveX interface. You can see an example of this
here.