Batch plot all drawings must be open to print all sheets

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Was originally using Dropbox to host files before switching to a Synology server to host files. I used to be able to create a .dsd file with multiple drawings and print all of them if just one was open and .dsd was loaded. The Synology drive is on an AFP:// server, and is in AppleShare format. When I start up my computer, the file location is initially accessed only if I go through the Mac Finder and now windows (correlating drive doesn't even show up).
Since transferring to Synology, all the drawings have be open for the .dsd to print all of them, or else if gives this status error.
We are using Windows Parallels to run AutoCAD 2018/19 on a Mac. I noticed that all of the drawing locations in the Selected Sheet Details box as well as the .dsd drawing locations (opened it in notepad) are \\Mac\01 Projects, while the save location is U:\01 Projects (which I get is a cross platform file protocol or whatever you call it). I'm thinking that since Dropbox didn't need a drive letter, I was able to access those files without searching different drives across platforms.
I opened the .dsd in notepad and tried changing the path from \\Mac to U:\ but it then the status became "Drawing not found" instead of just not being able to load.
Any ideas on how to batch plot the sheet set without opening each drawing for convenience sake?