That was a long reply, not sure how to make of it.
The reason why your not getting help is because as you stated, your on a MAC using WINE to run the app, 99% of the members here are using Windows, since this is an injector script, everything is done automatically in the background, this inject only required a few input from the user. So for an average user, they most likely do not know how this injector script works so they can't answer you questions.
Only the few who use this program a lot and knows the in's and out's on how this injector works will be able to help you and if they can bee stuffed to take time to answer you questions.
I don't know much about WINE or how it manages Windows apps to make them work, this injector script is an .EXE file when launched it extracts all the requires apps/files to a temp folder to do inject. So now, if WINE doesn't know what to do with these extracted apps, then you will run into issues with this app.
The picture that you posted, is just a summary of how this app works and what it does to get a completed inject, it's not meant to be followed.
Unless someone has successfully completed an inject using WINE, I'm afraid with the issues your having at the moment, your most likely not going to get an inject.
Alternative is create a Windows virtual machine or boot camp to get this app working.
Basically on a Windows machine, you load the app, insert your ISO (Wii or GC), provide your own pictures or use the cucholix's rep to automatically download the game icon and banner. Give it a game name and hit the build button, there is no restarting the app or anything.