MAC to DAC connectivity

I am waiting delivery of my first dedicated DAC. I decided to try a MHDT Orchid (non oversampling R2R dac). It is on its way from the designer in Taiwan.

Here is my question. My MAC is about 20 cable feet away from my integrated amp. That is longer than a single USB cable can run. SO I believe I have two options:
1) use a USB clarifier/re-clocker like the Wyred 4 Sound Recovery unit. With this I think I could run two 10' USB cables from the MAC to the DAC and get a "better" signal to the DAC.
2) Run a short USB cable into a USB/SPDIF converter like the Schiit Eitr, and then run a longer SPDIF RCA cable to the DAC.

Which option seems to be the smartest of the two? The cost is pretty much the same when I look at all the cabling and hardware options.

I am really new at DAC/MAC solutions so starting from scratch. After I get it set up the next round of questions will be around the options interns of players on the MAC.

Thanks for your input.
You could look at using a Dante converter/adatper. Digital input, Ethernet output, and then the reverse on the receiving end. That will let you run 20 feet no problem.

Alternatively consider a network streamer.
Yes, a Macintosh computer.

is there value in having a BNC connector on one end to the cable (dac end) and an RCA on the other?  Or is it only of value if both ends have the BNC?
Well whatever you do, you can not run USB cable longer than 10 feet  
The Audioengine D2 Wireless DAC works very well over that distance.
It has a transmitter that plugs into your Mac usb port and a receiver that you connect to one of your preamp's RCA inputs.
Of course, the DAC onboard the receiver obviates the need for your own DAC at the receiving end of the chain. [Actually, it is a pretty good DAC..... the sound quality of Spotify+ is excellent with this set-up.]
Sorry if I have changed the OP's subject of concern, since he evidently wants to transmit over the 20 feet in question from his Mac to his own DAC.
BTW, before getting the Audioengine wireless I did use a 20 ft USB cable to cover the distance.... and, contrary to one of the earlier comments, there was no deterioration of signal quality.... The set-up was simply too clumsy to live with.... thus the Audioengine.
is there value in having a BNC connector on one end to the cable (dac end) and an RCA on the other?  Or is it only of value if both ends have the BNC?

I had Blue Jeans Cable make me one and found no difference in sound quality to the standard BJC RCA model with an adapter. It was nice not having to use an adapter though. Perhaps it would be better to have a proper 75 ohm BNC terminated cable (both ends) and use an RCA adapter on one end. I currently use a Black Cat Silverstar! 75 cable and when I used it that way in the past it worked and sounded great.