WINE starting an application
You need to write /unix as a flag, as you are one a Mac. You can specify the directory Mac-style that way and it will work, just don't forget the quotes.
Maybe these will help you:

Start a program, or open a document in the program normally used for
files with that suffix. Usage: start [options] program_filename [...]
start [options] document_filename
Options: &quot;title&quot;        Specifies the title of the child windows. /d
directory   Start the program in the specified directory. /b
Don't create a new console for the program. /i             Start the
program with fresh environment variables. /min           Start the
program minimized. /max           Start the program maximized. /low
Start the program in the idle priority class. /normal        Start the
program in the normal priority class. /high          Start the program
in the high priority class. /realtime      Start the program in the
realtime priority class. /abovenormal   Start the program in the
abovenormal priority class. /belownormal   Start the program in the
belownormal priority class. /node n        Start the program on the
specified NUMA node. /affinity mask Start the program with the
specified affinity mask. /wait          Wait for the started program
to finish, then exit with its
exit code. /unix          Use a Unix filename and start the file like Windows
explorer. /ProgIDOpen    Open a document using the specified progID. /?             Display this help and exit.

Still, there is a error, but at least this fixes one for me:
0023:err:mscoree:CLRRuntimeInfo_GetRuntimeHost Wine Mono is not installed