These are my recollections from my LC II running System 7 back in the day:
If you have the extension that allows you to read DOS floppies, or a late enough version of system 7, the Mac can read PC floppies without any trouble. However, the files won't work at first, because System 7 stores its files as a "data fork" (text) and a "resource fork" (icons, sounds, code, picts, etc etc). You must restore the resource fork for the file to work right, and the easiest way to do that if I recall correctly is to drop it into Stuffit Expander. You must copy it off of the DOS floppy onto an HFS filesystem first, of course, as DOS not supporting the resource fork is the whole problem to begin with. In this way, you can transfer files from your PC.
You could also do the same with a null-modem cable over serial, but you'll still need to restore the resource fork in the same way. Note that the serial asic in the old Macs is an RS422 device. It will run at like 250kbit in RS422 mode (ie, LocalTalk), but when you are using it as an RS232 port you will be limited to 9600 baud, which bites.
If you don't already have Stuffit Expander on the machine, you'll have to obtain a Mac floppy somewhere that has it on it. Mine is currently out of commission, or I'd offer to send you one. ;(
If you have the uh.... I think it's DB-19(?) floppy port on the back... I don't remember if the classic was old enough to still use that interface or not; I think it did though, the FloppyEmu is far and away the best choice if you have a non-booting machine that needs an OS installed to a hard drive. Assuming he is able to get the chips to make them still. Read the docs, as there is different firmware required depending on whether you are attaching it to an old Mac or an Apple II.
If you can get hold of a SCSI Zip drive that still works, and have a way to write to Zip disks on your PC, there are some System 6 and 7 bootable Zip disk images out there, although I can't recall the URL. That was how I got my IIci going the first time.
Note that if you have to replace the hard drive for some reason (I recommend SCSI2SD), Apple's "HD SC Setup" (partitioning) program only supports "official" Apple-branded disk drives (which is a crock). If you put a non-apple drive in, you'll need to get a patched version of the partitioner to allow you to partition the drive for HFS. This patched utility is on the Zip disk images mentioned above.
Sorry I can't be more help. Not much time tonight.
But if you can't find what you need, please do post back and I'll do a little more looking as soon as I get a chance. If all else fails, I can write you a set of System 7 installation floppies here at some point once I get all my stuff put back together.
Good luck! They are cool machines, although I can't say I am a huge fan of the monochrome screens in the Classic. It was an odd choice, as I think they also had color Macs out at the same time. The Classic was contemporary with the original LC, yes?
Addendum: If I had a machine like that, and I didn't already have the AsanteTalk, I think my final solution would be a SCSI2SD and mounting the HFS partition on Linux to transfer files to it.