If you're uploading using the raw 'compress' format, then you won't have information on the size of the data that's being uploaded. Pax is correct in this regard.
You can store it as a 4 byte header at the start of the compression buffer - assuming that the file size doesn't exceed 4GB.
some C code as an example:
uint8_t *compressBuffer = calloc(bufsize + sizeof (uLongf), 0);
uLongf compressedSize = bufsize;
*((uLongf *)compressBuffer) = filesize;
compress(compressBuffer + sizeof (uLongf), &compressedSize, sourceBuffer, bufsize);
Then you send the complete compressBuffer of the size compressedSize + sizeof (uLongf). When you receive it on the server side you can use the following code to get the data back:
// data is in compressBuffer, assume you already know compressed size.
uLongf originalSize = *((uLongf *)compressBuffer);
uint8_t *realCompressBuffer = compressBuffer + sizeof (uLongf);
If you don't trust the client to send the correct size then you will need to perform some sort of uncompressed data check on the server size. The suggestion of using uncompress to /dev/null is a reasonable one.
If you're uploading a .zip file, it contains a directory which tells you the size of the file when it's uncompressed. This information is built into the file format, again, though this is subject to malicious clients.